• Title/Summary/Keyword: Phthalic anhydride

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New 2-methyl Anthraquinone Synthesis Approach and Application in Soda-anthraquinone (AQ) Pulping

  • Shin Soo-Jeong;Francis Raymond C.;Omori Shigetoshi
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.37 no.5 s.113
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    • pp.35-40
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    • 2005
  • We tried to synthesize the 2-methyl anthraquinone (2-MAQ) with reaction between phthalic anhydride and toluene instead of using 2-methyl phthalic anhydride and benzene. This process didn't generate significant of amount of 1-methyl anthraquinone (l-MAQ) as byproduct. The other advantage of this pathway is using less toxic toluene instead of benzene known as carcinogen. 2-MAQ synthesized this pathway was as effective as reagent grade from commercial available based on soda-anthraquinone(AQ) pulping results.

Unexpected Rate Retardation in the Formation of Phthalic Anhydride from N-Methylphthalamic Acid in Acidic H2O-CH3CN Medium

  • Ariffin, Azhar;Khan, M. Niyaz
    • Bulletin of the Korean Chemical Society
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    • v.26 no.7
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    • pp.1037-1043
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    • 2005
  • Kinetic study on the cleavage of N-methylphthalamic acid (NMPA) in mixed acidic aqueous-acetonitrile solvent reveals the formation of both phthalic anhydride (PAn) (through O-cyclization) and N-methylphthalimide (NMPT) (through N-cyclization). The formation of NMPT varies from $\sim$20% to $\sim$3% with the increase in the content of acetonitrile from 2 to 70% v/v. Pseudo first-order rate constants for the formation of PAn are more than 4-fold larger than those for the formation of NMPT at 2% v/v $CH_3CN$ in mixed aqueous solvents. Pseudo first-order rate constants for alkaline hydrolysis of NMPT reveal a nonlinear decrease with increase in the content of $CH_3CN$ in mixed aqueous solvents.

Synthesis of Quinazoline 4-one Derivatives from 2-Aminobenzamide (III) -Reaction with Acid Anhydrides- (2-Aminobenzamide로부터 Quinazoline 4-one계 유도체의 합성(III) -Acid anhydride와의 반응-)

  • Suh, Myung-Eun
    • YAKHAK HOEJI
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    • v.34 no.2
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    • pp.133-138
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    • 1990
  • The reaction of 2-aminobenzamide with phthalic acid anhydride In dioxane produced a bicyclic product 2,8-dioxoisoindole(1,2,a) quinazoline (I) in addition to hydrolysis product 2(2-Carboxyphenyl)-1,2-2H-quinazoline-4-one (II). The yields were 64% and 30% respectively. On the other hand, the same reaction in DMF afforded compound (I) and 2(2N-dimethyl carbamyl phenyl)-1,4-2H-quinazoline-4-one (III) in 30% and 60% yield respectively. The compound III was also obtained by the reaction of compound II with dimethylamine. However the reaction of 2-aminobenzamide with neat succinic acid anhydride gave only bicyclic product 2,8-oxopyrrolidine (2,1,a)-1,4-2H-quinazoline (IV) in 93%.

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Polymer Thin Film of Phthalic Anhydride via Plasma Polymerization (플라즈마 중합에 의한 프탈릭 안하이드라이드 고분자 박막 필름 제조 연구)

  • Kang, Hyun Min;Basarir, Fevzian;Paek, Kwan Yeol;Yoon, Tae-Ho
    • Journal of Adhesion and Interface
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    • v.10 no.1
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    • pp.17-22
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    • 2009
  • Polymer thin films were prepared by radio frequency (RF) plasma polymerization of phthalic anhydride (PA). First, monomer vaporization temperature ($100{\sim}160^{\circ}C$) was optimized by evaluating the thermal properties of thin films using differential scanning calorimeter (DSC) and measuring the root-mean-square (RMS) roughness with atomic force microscope (AFM) at the fixed plasma power of 10 W and time of 5 min in a continuous-wave (CW) mode. Plasma power (5~20 W) was then optimized by measuring the film solubility in solvents such as toluene, acetone, dimethylsulfoxide (DMSO) and 1 methylpyrrolidine (NMP). Next, pulsed mode plasma polymerization was also studied by varying the duty cycle of on-time (5, 20%) under optimized conditions of continuous-wave (CW) mode ($120^{\circ}C$, 10 W) in order to increase the anhydride functional groups. Finally, polymer thin films were characterized by Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analyzer (TGA) and ${\alpha}$-step.

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Acylation of Wool Keratin with Dibasic Acid Anhydrides - on reaction mechanism - (2염기산 무수물에 의한 양모섬유의 아실화(I) - 반응메카니즘을 중심으로 -)

  • 신은주;박찬헌;최석철
    • Textile Coloration and Finishing
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    • v.7 no.1
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    • pp.65-71
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    • 1995
  • Wool yarns were treated in dimethylformamide solutions containing various concentrations of three dibasic acid anhydrides : succinic, itaconic, and phthalic anhydrides in various conditions. The structural aspects of these dibasic acid anhydrides are different : the succinic, itaconic, and phthalic acid anhydrides have saturated aliphatic etylene, unsaturated aliphatic vinyl and aromatic phenyl groups, respectively. The reaction mechanism of the acylation of wool keratin and some resction conditions were invastigated. And the results are as follows. 1. The N-acylation and formation of free carboxyl group were dominant rather than the O-acylation cross-linked on the side chain of polypeptide. The acylation of wool keratin is easier than that of silk fibroin. 2. The higher molecular weight, steric hinderance and resonance caused lower acylating reactivity. By the determination of acyl contents for acylated keratin, it was rerealed that the degree of acylation was succinic acid anhydride > itaconic acid anhhydride > phthalic acid anhydride.

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Photochemical Ring-Opening of Acid Anhydrides by $TiO_2$ Photocatalyst in Methanol

  • Kim, Sung-Sik;Mah, Yoon-Jung;Lee, Hye-Jong;Park, Sang-Kyu
    • Journal of Photoscience
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    • v.10 no.3
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    • pp.241-243
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    • 2003
  • Photoreactions of some carbonyl compounds with TiO$_2$ were investigated in methanol. Although 1,3-cyclohexanedione and phthalimide afforded 3-methoxy-2-cyclohexen-l-one and 3-methoxy-1-isoindolinone, respectively, acid anhydrides such as succinic, phthalic, and maleic anhydrides gave the monoesters of dicarboxylic acids in good to excellent yields, when they were irradiated on TiO$_2$ in methanol with 300 nm UV light.

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Preparation and Properties of Polyolefin Graft Polymer available as a Primer for Polyurethane Adhesive (I) Synthesis of polyolefins with cyclic acid anhydride by free radical graft polymerization

  • Ryu, Ki Jung;Kim, Min Jung;Min, Seong Kee;Lee, Won Kee;Park, Chan Young
    • Elastomers and Composites
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    • v.50 no.2
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    • pp.119-125
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    • 2015
  • Because of their low surface free energy and absence of polar groups at the surface, polyolefins are substrates whose wetting and adhesion are very difficult. Free radical grafting of monomers to backbone polymer is one of the most attractive ways for the chemical modification of polymers. Synthesis of graft copolymer through graft polymerizations of PE and/or PP with phthalic anhydride (PhAn) was made and FTIR spectra of the graft polymer were the examined. And also the effects of phthalic anhydride content on the grafting ratio, thermal properties and contact angle of the graft polymer were examined.

Preparation of 2,3,4,5-Tetrafluorobenzoic Acid (2,3,4,5-Tetrafluorobenzoic Acid의 합성)

  • Li, Hua;Wang, Hongkai;Zhao, Ruiju;Liu, Juan;Zhao, Zhengui;Hu, Guoqin;Liang, Zhengyong
    • Journal of the Korean Chemical Society
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    • v.54 no.6
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    • pp.744-748
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    • 2010
  • 2,3,4,5-Tetrafluorobenzoic acid, an important intermediates of fluoroquinolone antibiotics, was synthesized from tetrachloride phthalic anhydride through imidation, fluorination, hydrolysis and decarboxylation. The effects of phase transfer catalyst on imidation and fluorination reaction and the effects of surfactants on the hydrolysis reaction were studied, respectively. Experimental results showed that the imidation reaction time was greatly reduced in the presence of a phase transfer catalyst, hexadecyltrimethyl, resulting in imidation yield as high as 98.2%. The fluorination yield reached 81.3% when tetrabutylammonium bromide was chosen as a phase transfer catalyst. The hydrolysis reaction time was also decreased by adding hexadecyltrimethyl while increasing the yield to 88.6%. In the post-processing, the sublimation method was used to purify the product, and ideal effect was obtained. In the decarboxylation reaction, tetrafluoride phthalic acid was obtained by decarboxylation in the solvent of tri-n-butyl amine and decarboxylation yield reached 81.6%. Compared with the literature method, the overall reaction time of the improved method decreased from 53 h to 20.5 h and the total yield increased from 47.3% to 57.4%.

Effect of Persimmon Leaf Extract on Phthalic Anhydride-induced Allergic Response in Mice

  • Mok, Ji-Ye;Jeon, In-Hwa;Cho, Jung-Keun;Park, Ji-Min;Kim, Hyeon-Soo;Kang, Hyun-Ju;Kim, Hyung-Soon;Jang, Seon-Il
    • Preventive Nutrition and Food Science
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    • v.17 no.1
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    • pp.14-21
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    • 2012
  • The purpose of this study was to investigate the anti-allergy activities of persimmon leaf extract (PLE) on a phthalic anhydride (PA)-induced allergic mouse model. A human leukemic mast cell line (HMC-1) was used to examine the inhibitory activity of PLE on the histamine release by human leukemic mast cells. PLE inhibited histamine release from HMC-1 cells in response to cross-linkage of high-affinity IgE receptor-${\alpha}$ ($Fc{\varepsilon}RI{\alpha}$). Additionally, a PA-induced allergic mouse model was used to investigate the effects of PLE in vivo. Mice were orally administrated with or without PLE of single dose (250 mg/kg/day) for 31 days. Oral intake of PLE significantly inhibited passive cutaneous reactions. Oral administration of PLE to PA-induced allergic mice also led to a striking suppression of the development of contact dermatitis, ear swelling and lymph node weight. In addition, PA-specific IL-4 production of draining lymph node cells was markedly diminished by PLE oral administration, but not IFN-${\gamma}$. Furthermore, PLE treatment suppressed PA-induced thymus and activation-regulated chemokine (CCL17) and cutaneous T cell-attracting chemokine (CCL27) expressions in ear tissues. Based on these results, we suggest that PLE may have therapeutic potential as an effective material for management of irritant contact dermatitis or related inflammatory diseases.

Anti-Inflammatory Effects of Bee Venom on Phthalic Anhydride-Induced Atopic Dermatitis

  • Oh, Myung Jin;Song, Ho-Sueb
    • Journal of Acupuncture Research
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    • v.37 no.1
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    • pp.42-48
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    • 2020
  • Background: Atopic dermatitis (AD) is a chronic inflammatory condition which can be studied using phthalic anhydride (PA) to induce AD. Anti-inflammatory properties of bee venom (BV) wereinvestigated to determine whether it may be a useful treatment for AD. Methods: AD was induced by applying to pical PA to 8-week-old HR-1 mice (N = 50), then treating with (0.1, 0.25, and 0.5 ㎍) or without topical BV. Body weight, ear thickness histology, enzyme-linked immune sorbent assay (serum IgE concentrations), Western blot analysis [inducible nitric oxide synthase, cyclooxygenase-2, IκB-α, phospho-IκB-α, c-Jun N-terminal kinase (JNK), phospho-JNK, p38, phospho-p38, extra cellular signal-regulated kinase (ERK), and phospho-ERK], and the pull down assay for immunoblotting (p50), were used to measure inflammatory mediators. Results: PA + BV (0.1, 0.25, and 0.5 ㎍) significantly decreased ear thickness without altering body weight. IgE concentrations decreased in the PA + BV (0.5 ㎍)-treated groups compared with PAtreatment. Tumor necrosis factor-α, interleukin-1β, inducible nitric oxide synthase, cyclooxygenase-2, phospho-IκB-α, phospho-JNK, p38, phospho-p38, and phospho-ERK, all decreased following treatment with PA + BV compared with the PA-treatment alone. p50 was upregulated in the PA + BV-treated groups compared with the PA-treated group. Furthermore, the number of mast cells decreased in the PA + BV-treated groups compared with the PA-treated group. Epidermal thickness was significantly lower in the PA + BV-treated group compared with PA treatment alone. Conclusion: BV maybe a useful anti-inflammatory treatment for AD.